A very interesting interview, Cedric… somewhat long, but interesting.
I have to agree with the comment about lack of IDE support in dynamic languages. I find using Python or Ruby painful for that very reason. However, I don’t think an Eclipse plugin would solve the job. Looking at the one environment which did have good IDE support for a dynamic language (the Smalltalk IDEs), it would appear that a dynamic-language IDE really needs to work on a running image, not on static source files. And I don’t think that would work in Eclipse very easily…